Ethyl imidazo[1,2-a]pyridine-5-carboxylate

Base Information

• Chemical Name: Ethyl imidazo[1,2-a]pyridine-5-carboxylate
• CAS No.: 177485-39-1
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.201
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40456163
• Nikkaji Number: J1.318.328G
• Wikidata: Q82278389
• Mol file: 177485-39-1.mol

Synonyms:ethyl imidazo[1,2-a]pyridine-5-carboxylate;177485-39-1;EthylImidazo[1,2-a]pyridine-5-carboxylate;MFCD13176744;SCHEMBL4125150;DTXSID40456163;UHVVQICOKBGMQG-UHFFFAOYSA-N;CHA48539;5-ethoxycarbonylimidazo[1,2-a]pyridine;AS-43263;SY022488;ethyl?imidazo[1,2-a]pyridine-5-carboxylate;CS-0151738;FT-0717897;A881460;J-521253;Imidazo[1,2-a]pyridine-5-carboxylic acid ethyl ester;Imidazo[1,2-a]pyridine-5-carboxylic acid, ethyl ester

Chemical Property of Ethyl imidazo[1,2-a]pyridine-5-carboxylate

Chemical Property:

• PKA: 4.73±0.50(Predicted)
• PSA: 43.60000
• Density: 1.228 g/cm³
• LogP: 1.51100
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

EthylImidazo[1,2-a]pyridine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC2=NC=CN21

Technology Process of Ethyl imidazo[1,2-a]pyridine-5-carboxylate

There total 1 articles about Ethyl imidazo[1,2-a]pyridine-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

2-chloroethanal (107-20-0) + ethyl 6-aminopicolinate (69142-64-9) → ethyl (imidazo[1,2-a]pyridin-5-yl)carboxylate (177485-39-1)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; for 9h; Heating;

DOI:10.3987/com-01-9347

Reference yield: 86.0%

ethyl (imidazo[1,2-a]pyridin-5-yl)carboxylate (177485-39-1) → 5-hydroxymethylimidazo[1,2-a]pyridine (167884-17-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h;

DOI:10.1021/jo015582x

Reference yield: 82.0%

ethyl (imidazo[1,2-a]pyridin-5-yl)carboxylate (177485-39-1) → ethyl 3-bromoimidazo[1,2-a]pyridine-5-carboxylate (429690-42-6)

Guidance literature:

With bromine; In acetic acid; at 20 ℃; for 24h;

DOI:10.3987/com-01-9347

upstream raw materials:

2-chloroethanal

ethyl 6-aminopicolinate

Downstream raw materials:

imidazo[1,2-a]pyridine-5-carbaldehyde

5-hydroxymethylimidazo[1,2-a]pyridine

ethyl 3-bromoimidazo[1,2-a]pyridine-5-carboxylate

3-bromoimidazo[1,2-a]pyridine-5-carbaldehyde

Refernces

• 1、 Moreau, Emmanuel,Chezal, Jean-Michel,Dechambre, Caroline,Canitrot, Damien,Blache, Yves,Lartigue, Claire,Chavignon, Olivier,Teulade, Jean-Claude. "Efficient synthesis of new polyfunctionalized thiadiazaacenaphthylenes from imidazo[1,2-a]pyridines". . p. 21 - 38. Retrieved 2007/10/03.